Possibly low for FL, but not low for a normal AC.Even if it was dust causing the AC to not work, which I extremely highly doubt, prove it wasn't built up dust from prior years. 

It’s a sole proprietorship.Wewe want to use her condo as a rentalFor tax purposes we plan to file separate every year because of her high student loans. 

But if your interest rates on the debt are high, you may want to use some of the money you've saved for the down payment, to pay the debt down.  

Any tips on filling Vacancies, Arbnb experience, high or low rental season strategy?

They had a large, beautiful camper parked in Yellowstone National Park where spaces are in high demand.

Hella cheap and quality things there to furnish each of your units.When you start feeling nervous, look back to your numbers to remind yourself of how good a deal it is.

I did a random search for a week on airbnb and the low end was $60 a night and the high end was $110.  

  - Lastly, does anyone have any spreadsheets, calculators, or other tools for quickly assessing the feasibility of potential investments?

Our Agent / Advisor for this project was Lien Vuong (excellent experience and highly recommend if you are in the Greater Boston Area).

It is a very high cost of living and my landlord has been renting out the triplex for a little below market value for the past few years, however he is going to be selling the property ( all three units)  (This area is considered very nice and "shouldn't" depreciate in value. )I have been trying to deep dive into bigger pockets, reading bigger pocket books, watching videos but  a lot of the resources talk about multi-family properties as purely renting out all units and not actually living in one of the units.